Patent FR-2872163-A1 (FR)
Title: New diazoic cationic compounds and their addition salts with an acid used as direct colorants in hair dye compositions
Inventor: GREAVES ANDREW
IPC: C09B67/34
Filed: 2004-06-23
Abstract: Diazoic cationic compounds of specified formula and their acid addition salts. The compounds are of Formula Col1-LK-Col2 (I); W 1, W' 6-NR 1R 2, -OR 3; Col1 : compound of formula (i); Col2 : compound of formula (ii) or (iii); R 1, R 2, R 3H, 1-20C (preferably 1-16C) hydrocarbon chain optionally forming one or more optionally substituted 3-7 link carbon cycles optionally interrupted by one or more heteroatoms or by one or more groups bearing a heteroatom preferably O or N, optionally when part of W' 6 independently together with part of LK and the N or O to which they are attached an optionally substituted 5-7 link heterocycle; R 1 + R 2optionally with the N to which they are attached a 5-7 link cycle optionally substituted and optionally comprising N or another heteroatom; W 6-NR' 1, -O-; R' 11-20C (preferably 1-16C) hydrocarbon chain optionally forming one or more optionally substituted 3-7 link carbon cycles optionally interrupted by one or more heteroatoms or by one or more groups bearing a heteroatom preferably O or N, optionally together with the N to which it is attached and part of LK a 5-7 link cycle optionally substituted and optionally comprising N or another heteroatom; W 2, W 5, W' 5formulae (a), (b), (c); X 1N, CR 7; X 2N, CR 8; Z 1N, CR 10; Z 2N, CR 11; R 4, R 5, R 6, R' 6, R 7, R 8, R 10, R 111-16C hydrocarbon chain optionally forming one or more optionally substituted 3- 7 link carbon cycles optionally interrupted by one or more heteroatoms or by one or more groups bearing a heteroatom preferably O or N, OH, 1-4C alkoxy, 2-4C (poly)hydroxyalkoxy, alkoxy(1-4C)carbonyl, alkyl(1-4C)carbonyloxy, amino optionally substituted with one or more 1-4C alkyl optionally bearing at least one hydroxyl the two alkyl radicals optionally forming together with the N to which they are attached a 5-6 link heterocycle optionally bearing N or another heteroatom, alkylcarbonylamino (RCO-NR), carbamoyl ((R) 2N-CO), ureido (N(R)) 2-CO-NR'-), alkylsulfonylamino (RSO 2-NR'), guanidium ((R') 2N-C(=NH 2 +>)- NR-), nitro, cyano, halogen (preferably Cl or F), optionally all or part of W 1, W 6 or W' 6 a 5-7 link optionally substituted heterocycle, the bond W 2 to W 1 or W 5 to W or W' 5 to W' 6 or the group LK; R, R' : H, 1-4C alkyl; a : the bond of W 2, W 5 and W' 5 to the azoic group - N=N-; b : the bond W 5 to W' 6 or the group LK; R 9H, 1-16C hydrocarbon chain optionally forming one or more optionally substituted 3-7 link cycles; n, n' : sum of integers, 6 or less; W 3, W 4formulae (1) to (11); R' 41-16C hydrocarbon chain optionally forming one or more optionally substituted 3-7 link carbon cycles optionally interrupted by one or more heteroatoms or by one or more groups bearing a heteroatom preferably O or N, OH, 1-4C alkoxy, 2-4C (poly)hydroxyalkoxy, alkoxy(1-4C)carbonyl, alkyl(1-4C)carbonyloxy, amino optionally substituted with one or more 1-4C alkyl optionally bearing at least one hydroxyl the two alkyl radicals optionally forming together with the N to which they are attached a 5-6 link heterocycle optionally bearing N or another heteroatom, alkylcarbonylamino (RCO-NR), carbamoyl ((R) 2N-CO), ureido (N(R)) 2-CO-NR'-), alkylsulfonylamino (RSO 2-NR'), guanidium ((R') 2N-C(=NH 2 +>)- NR-), nitro, cyano, halogen (preferably Cl or F), together when borne by adjacent carbon atoms a 5-6 link secondary cycle optionally substituted with at least one H or hydroxyl or 1- 4C alkyl or alkoxy or 2-4C (poly)hydroxyalkoxy or amino or amino substituted with one or more identical or different radicals and preferably a substituted 6 link cycle; R' 5when borne by W 4 1-16C hydrocarbon chain optionally forming one or more optionally substituted 3-7 link carbon cycles optionally interrupted by one or more heteroatoms or by one or more groups bearing a heteroatom preferably O or N and is linked to the quaternized N by a carbon atom, when borne by W 3 a link to LK; R' 71-4C alkyl, optionally substituted phenyl, optionally substituted benzyl; c : a linkage to the azoic group on either the principal (preferred) or secondary cycle; p : 0-4; p' : 0-2; p" : 0-3; LK : 2- 40C (preferably 2-20C) hydrocarbon chain bearing at least one cationic charge optionally substituted or interrupted by one or more heteroatoms or groups comprising a heteroatom preferably N or O. When LK is linked to W' 5 it can be terminated by a heteroatom or group comprising a heteroatom preferably N or O. When it is linked to W 6 it can be terminated by a group comprising a heteroatom -CO- or -SO 2-. When LK is linked to W 3 the link is via a carbon atom. The electroneutrality of the compounds is ensured by one or more cosmetically acceptable anions. Independent claims are included for: (1) A dye composition comprising as a direct colorant at least one of the claimed compounds; (2) a method of coloring keratinic fibers by contacting them with the claimed composition for a sufficient time to attain the desired effect; (3) a kit comprising in one compartment the claimed composition and in another an oxidant compound. [Image] [Image] [Image] [Image] [Image] [Image] [Image].